N-(2-Acetamido)iminodiacetic acid

Base Information

• Chemical Name: N-(2-Acetamido)iminodiacetic acid
• CAS No.: 26239-55-4
• Molecular Formula: C6H10N2O5
• Molecular Weight: 190.156
• Hs Code.: 29241900
• European Community (EC) Number: 247-530-0
• UNII: 5C4R3O704E
• DSSTox Substance ID: DTXSID4067191
• Nikkaji Number: J37.491A
• Wikipedia: ADA_(buffer)
• Wikidata: Q27093765
• Metabolomics Workbench ID: 52352
• Mol file: 26239-55-4.mol

Synonyms:N-(2-acetamido)iminodiacetic acid

Chemical Property of N-(2-Acetamido)iminodiacetic acid

Chemical Property:

• Appearance/Colour: white to almost white powder
• Vapor Pressure: 2E-12mmHg at 25°C
• Melting Point: 219 °C (dec.)(lit.)
• Refractive Index: 1.5010 (estimate)
• Boiling Point: 524.9 °C at 760 mmHg
• PKA: 6.6(at 25℃)
• Flash Point: 271.3 °C
• PSA: 120.93000
• Density: 1.522 g/cm³
• LogP: -1.35680
• Storage Temp.: Store at RT.
• Solubility.: 1 M NaOH: 0.05 M at 20 °C, clear, colorles
• Water Solubility.: soluble
• XLogP3: -3.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 190.05897142
• Heavy Atom Count: 13
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

ADA ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Chelating Agents
• Canonical SMILES: C(C(=O)N)N(CC(=O)O)CC(=O)O
• Recent ClinicalTrials: DUAC? Early Onset Efficacy Study in Japanese Subjects
• Description: ADA is a zwitterionic buffer used in biochemistry and molecular biology. It is one of the Good buffers developed in the 1960′s to provide buffers in the pH range of 6.15 - 8.35 for wide applicability to biochemical studies. The pioneering publication by Good and co-workers describes the synthesis of ADA and its physical properties. The useful range of ADA buffer in aqueous solution is 6.0 - 7.2.
• Uses: Biological buffer component with sodium hydroxide and sodium chloride (pH 5.67-7.57, useful pH range 6.4-7.4).Used to prepare immobilized pH gradients. N-(2-Acetamido)iminodiacetic acid is buffer for biological systems and chelator for metals. ADA, or N-(2-Acetamido)iminodiacetic acid, can be used to study biological buffers and zwitterionic compounds. ADA has been used in a study to describe the application of scanning capacitively coupled contactless conductivity detection (SC(4)D) for the determination of pH dependant behaviour of two aminopolycarboxylates immobilised onto the surface of a monolithic capillary column.

Technology Process of N-(2-Acetamido)iminodiacetic acid

There total 5 articles about N-(2-Acetamido)iminodiacetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

nitrilotriacetic acid trimethyl ester (22241-07-2) → N-(2-acetamido)-3-iminodiacetic acid (26239-55-4)

Guidance literature:

With ammonia; In tetrahydrofuran; at 60 ℃; for 8h; under 7500.75 Torr; Solvent;

Reference yield: 31.0%

(N->B)phenyl[N-carbamoylmethyl-aminodiacetate-O,O',N]borane (181523-90-0) → N-(2-acetamido)-3-iminodiacetic acid (26239-55-4)

Guidance literature:

In methanol; water; refluxing (2 h); solvent removal (vac.), crystn. (acetone);

DOI:10.1016/0277-5387(96)00109-X

Reference yield:

nitrilotriacetic acid (139-13-9,80751-51-5) → N-(2-acetamido)-3-iminodiacetic acid (26239-55-4)

Guidance literature:

With acetamide; sulfuric acid;

upstream raw materials:

nitrilotriacetic acid

(N->B)phenyl[N-carbamoylmethyl-aminodiacetate-O,O',N]borane

nitrilotriacetic acid trimethyl ester

Downstream raw materials:

formaldehyd

Refernces

• 1、 -. "Isolation of nucleic acids". . . Retrieved 2008/06/13.
• 2、 Mancilla, Teresa,Carrillo, Lourdes,De La Paz Reducindo. "Syntheses of (N → B)phenyl[N-alkylaminodiacetate-O,O′,N]boranes". . p. 3777 - 3785. Retrieved 2008/10/09.